“A problem well defined is half solved.” ~ John Dewey
Just when you think you have it all figured out life does something very funny – it changes everything on us. We get thrown an option that we never even imagined as a possibility. This recently happened to me while I was in the middle of making a very big decision. I thought I just had to choose between A and B, A being far superior to B, so superior that it didn’t even seem like a choice at all. Enter choice C, a real choice. Houston, we now have a big decision to make and this one is not easy.
I’ve got several mechanisms for deciding between options. I’m a fan of the pro con lists. I like talking to lots of different people and getting their perspectives on what they’d do if they were me. I’ve also been known to just wait and see in silence until some helpful piece of info emerges. This latest decision is a bit more complicated. B and C are actually equally great options. I’d be lucky to have the opportunity to pursue either avenue. Now it looks like I’ll have the chance to choice, and they will lead me in wildly different, happy directions. This is the classic case of two roads diverged in a yellow wood.
For inspiration in my decision-making, I was reading through some of my books this weekend and came across a few books by ?WhatIf! Innovation. In How to Have Kick-Ass Ideas, Chris Baréz-Brown talks about the very personal decision-making he and his wife went through when they were deciding whether or not to have children. To make their choice, they decided to live their life for a week as if they had decided to not have kids. This helped them live their through the lens of that decision, sort of like a test-drive of a car. After that week they re-evaluated their choice to see if it felt right.
Chris’s method is vastly superior than my pro con lists and asking 100 different people what they would do. His method makes the choice more personal and lets us experience some of the consequences that hit us shortly after we make a choice. In truth, I’m a little scared of this process and I’m going for it anyway. I’ve recently noticed that one of my areas of personal improvement is to see the downside of a situation as clearly as I see the upside. Chris’s process will allow me to not only see the downside, but experience it. It brings a certain reality to the situation. If tough decisions need anything at all, it’s a healthy dose of reality. I’ll let you know what I find in a week!
If you’ve never read Chris’s book, I highly recommend it. It’s a perfect, inspiring read for anyone at a crossroads looking for guidance from one of the world’s leading creative minds. Get it here.
Published by Christa Avampato
IN BRIEF
Author, journalist, digital product manager, and licensed New York City tour guide. Creator and host of NYC's Secrets and Lies. Alumna of the University of Pennsylvania (BA), the Darden School of Business at the University of Virginia (MBA), Arizona State University (Biomimicry), and the University of Cambridge (MSt in Sustainability Leadership).
I build digital media platforms, report on urban climate resilience and biodiversity, and produce live narrative experiences that connect communities to history, nature, and place.
THE DEEP DIVE
My work centers on a single thread: building systems and stories that foster deep connection to our shared world. Across digital streaming, environmental reporting, and live civic storytelling, I design experiences that help people understand complex ideas and the environments around them.
DIGITAL PRODUCT STRATEGY & MEDIA LEADERSHIP
At Carnegie Hall, I serve as Digital Product Manager, leading product strategy, operations, and technical delivery for the video streaming platform Carnegie Hall+. I translate artistic mission into scalable, high-performance streaming architecture that reaches audiences globally. Previously, I led agile product and delivery teams across operations and compliance at American Express, managed Broadway theatrical productions and national tours, and guided strategic initiatives across cultural institutions.
ENVIRONMENTAL JOURNALISM & AUTHORSHIP
As a freelance journalist, I investigate how living systems, urban infrastructure, and human culture intersect. My reported features on urban decarbonization, biodiversity, coastal resilience, and biomimicry appear in publications including Smithsonian Magazine, The Washington Post, Mongabay, Natural History Magazine, and Foreign Policy Magazine. In fiction, I write the Emerson Page young adult novel series, alongside upcoming historical fiction and nonfiction works on New York history, mythology, and human resilience. I also write Togetherhood, a LinkedIn newsletter focused on urban ecology and community restoration, and co-host the podcast Frameworks in the Wild.
LIVE EXPERIENCE & CIVIC STORYTELLING
As a licensed New York City tour guide and live event producer, I transform urban landscapes into shared narrative encounters. I created, produce, and host NYC's Secrets and Lies, an interactive live storytelling series staged across cultural landmarks including the New York Transit Museum, the South Street Seaport Museum, and the historic tall ship Wavertree. I also design and lead site-specific walking tours exploring coastal ecology, food history, and neighborhood evolution, often with partners at Climate Week NYC and the Natural Areas Conservancy.
DOUBLE OR NOTHING MEDIA
Through my independent production studio, Double or Nothing Media, I develop ventures across media, ecology, and public history:
Digital Products & Strategy: Architecting scalable digital platforms, streaming experiences, and operational models for mission-driven institutions.
Environmental Reporting & Publications: Delivering long-form reporting, books, and newsletters grounded in climate resilience and regenerative design.
Site-Specific Live Storytelling: Producing immersive live shows and educational walking tours that engage public audiences in community history.
CONNECT
Website & Production Hub: doubleornothingmedia.com and christaavampato.com
Newsletter: Togetherhood on LinkedIn - linkedin.com/newsletters/togetherhood-7273771832221089792/
Instagram & Threads: @christarosenyc
Emerson Page Novels: emersonpagebook.wordpress.com/
View all posts by Christa Avampato